170282-08-3Relevant articles and documents
Oxazoline as acceptor moiety for excited-state intramolecular proton transfer
Reis, Joel S.,Fernandes, Arthur B.,Freitas-D?rr, Barbara C.,Bastos, Erick L.,Stefani, Hélio A.
, p. 6866 - 6872 (2018)
Excited state intramolecular proton transfer (ESIPT) is a widespread phenomenon that has been exploited in several analytical and technological applications. Here we describe the synthesis of two ESIPT-active halogen-substituted naphthol-oxazolines that c
Selective endothelin A receptor ligands. 1. Discovery and structure-activity of 2,4-disubstituted benzoic acid derivatives
Astles,Brown,Handscombe,Harper,Harris,Lewis,Lockey,McCarthy,McLay,Porter,Roach,Smith,Walsh
, p. 409 - 423 (2007/10/03)
This paper describes the discovery of a new non-peptide endothelin A (ET(A)) selective ligand, 2,4-dibenzyloxybenzoic acid 3, which inhibits the binding of [125I]ET-1 to ET(A) receptors with an IC50 of 9 μM (ET-1 = endothelin-1). Optimisation of 3 resulted in compound 52 which had an IC50 of 1 μM. One of the analogues of 3, compound 15, was examined in a functional assay and shown to antagonise ET-1-induced contraction of rat aorta. The identification of 3 was made through the application of ChemDBS-3D searching of our corporate database. The 3D query, using an aromatic ring to a carboxylic acid group separated by 10.2 ± 1.1 A, was derived from an examination of common pharmacophoric distances found in the low energy conformations of two known ET(A) antagonists, the cyclic pentapeptide BQ 123 1 and myriceron caffeoyl ester 2.
